PlantaeDB Logo
Login Sign-up

12-Deoxywithastramonolide

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 4659337c-b668-4eb4-98c6-65ae2b8759e2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)CO
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@H]5[C@H](O5)[C@@]6([C@@]4(C(=O)C=CC6)C)O)C)CO
InChI InChI=1S/C28H38O6/c1-14-12-20(33-25(31)16(14)13-29)15(2)17-7-8-18-22-19(9-11-26(17,18)3)27(4)21(30)6-5-10-28(27,32)24-23(22)34-24/h5-6,15,17-20,22-24,29,32H,7-13H2,1-4H3/t15-,17+,18-,19-,20+,22-,23-,24-,26+,27-,28-/m0/s1
InChI Key AWVMHXZWAKRDGG-MEBIVHGNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.35
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
60124-17-6
(1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
Baimantuoluoside C
WITHASTRAMONOLIDE, 12-DEOXY-(SH)
27-Hydroxywithanolide B
DTXSID60659533
CHEBI:183967
HY-N7195
AKOS040761398
MS-28703
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of 12-Deoxywithastramonolide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9182 91.82%
Caco-2 - 0.6153 61.53%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7267 72.67%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8611 86.11%
OATP1B3 inhibitior + 0.9721 97.21%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.9730 97.30%
P-glycoprotein inhibitior + 0.6851 68.51%
P-glycoprotein substrate + 0.5707 57.07%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.7286 72.86%
CYP2C9 inhibition - 0.8752 87.52%
CYP2C19 inhibition - 0.9390 93.90%
CYP2D6 inhibition - 0.9504 95.04%
CYP1A2 inhibition - 0.8301 83.01%
CYP2C8 inhibition - 0.6096 60.96%
CYP inhibitory promiscuity - 0.9564 95.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5056 50.56%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9665 96.65%
Skin irritation + 0.6024 60.24%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.6397 63.97%
Human Ether-a-go-go-Related Gene inhibition + 0.7209 72.09%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6009 60.09%
skin sensitisation - 0.8874 88.74%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.4881 48.81%
Acute Oral Toxicity (c) I 0.6043 60.43%
Estrogen receptor binding + 0.7883 78.83%
Androgen receptor binding + 0.7428 74.28%
Thyroid receptor binding + 0.6448 64.48%
Glucocorticoid receptor binding + 0.7955 79.55%
Aromatase binding + 0.6684 66.84%
PPAR gamma + 0.6388 63.88%
Honey bee toxicity - 0.8191 81.91%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9510 95.10%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.55% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.99% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.96% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.36% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.08% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.04% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.54% 90.08%
CHEMBL1937 Q92769 Histone deacetylase 2 88.86% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.54% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.47% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.32% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 88.23% 97.79%
CHEMBL3310 Q96DB2 Histone deacetylase 11 87.57% 88.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.83% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.77% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.30% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.05% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.46% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.30% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.29% 93.99%
CHEMBL4072 P07858 Cathepsin B 81.93% 93.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.35% 95.89%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Datura metel
Withania somnifera

Cross-Links

Top
PubChem 44576309
LOTUS LTS0038821
wikiData Q72462371